synthesis, characterization and antimicrobial activity of new 1,2,3-selenadiazoles合成、表征和抗菌活性的新1、2,3-selenadiazoles.pdf

Molecules 2008, 13, 2740-2749; DOI: 10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis, Characterization and Antimicrobial Activity of New 1,2,3-Selenadiazoles Mousa Al-Smadi 1,* and Fouad Al-Momani 2 1 Department of Applied Chemical Sciences, Jordan University of Science and Technology, P.O.Box 3030, Irbid 22110, Jordan 2 Department of Applied Biological Sciences, Jordan University of Science and Technology, P.O.Box 3030, Irbid 22110, Jordan * Author to whom correspondence should be addressed; E-mail: mariam10@.jo. Received: 5 June 2008; in revised form: 23 October 2008 / Accepted: 24 October 2008 / Published: 3 November 2008 Abstract: The commercially available aromatic polyketones 1a-d were utilized for the synthesis of the multi-arm1,2,3-selenadiazole derivatives 3a-d. The preparation starts with the reaction between compounds 1a-d and p -toluenesulfonyl hydrazide to give the corresponding tosylhydrazones 2a-d. Subsequent reaction with selenium dioxide leads to regiospecific ring closure of the tosylhydrazones to give the target multi-arm 1,2,3- selenadiazole derivatives in high yield. A 1,2,3-selenadiazole derivative 3e containing an epoxide ring was also prepared. The structures of all the synthesized compounds were confirmed on the basis of spectral and analytical data. The compounds were screened in vitro for their antimicrobial activity against various pathogenic bacterial and